Arginine-Mediated Self-Assembly of Porphyrin on Graphene: A Photocatalyst for Degradation of Dyes

Porphyrin nanostructures with well-controlled size, shape and functionality can be used for visible-light photocatalysis. In this work, a graphene@porphyrin nanofibre composite was successfully fabricated via arginine-mediated self-assembly of tetrakis (4-carboxyphenyl) porphyrin (TCPP) on graphene nanoplates (GNPs). The formation and crystallisation of the graphene@porphyrin nanofibre composite was fully characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD), fourier transform infrared (FTIR), ultraviolet-visible (UV-vis) and fluorescence spectroscopy. The assembled TCPP nanofibers were 50–200 nm in diameter with length in micrometers long, which were densely and uniformly distributed on the surface of graphene. The GNPs@TCPP nanofibers showed enhanced visible-light photocatalytic activity in comparison with free-standing TCPP nanorods for the degradation of Rhodamine B (RhB) and methyl orange (MO). The possible photodegradation mechanism of these dyes by the GNPs@TCPP nanofiber photocatalyst was proposed.

[1]  Penglei Chen,et al.  One-dimensional porphyrin nanoassemblies assisted via graphene oxide: sheetlike functional surfactant and enhanced photocatalytic behaviors. , 2013, ACS applied materials & interfaces.

[2]  Zixuan Wang,et al.  Interfacial self-assembly driven formation of hierarchically structured nanocrystals with photocatalytic activity. , 2014, ACS nano.

[3]  Xuming Zheng,et al.  Resonance Raman spectroscopy and density functional theory calculation study of photodecay dynamics of tetra(4-carboxyphenyl) porphyrin. , 2011, Physical chemistry chemical physics : PCCP.

[4]  Daoben Zhu,et al.  An Electron Acceptor Challenging Fullerenes for Efficient Polymer Solar Cells , 2015, Advanced materials.

[5]  Chengyi Zhang,et al.  One-step growth of organic single-crystal p-n nano-heterojunctions with enhanced visible-light photocatalytic activity. , 2013, Chemical communications.

[6]  J. Oh,et al.  Facile Fabrication of Photochromic Dye–Conducting Polymer Core–Shell Nanomaterials and Their Photoluminescence , 2003 .

[7]  A. Rananaware,et al.  Fabrication of a TiO2@porphyrin nanofiber hybrid material: a highly efficient photocatalyst under simulated sunlight irradiation , 2017 .

[8]  Duong Duc La,et al.  Improved and A Simple Approach For Mass Production of Graphene Nanoplatelets Material , 2016 .

[9]  Cheng-an Tao,et al.  Facile fabrication of stimuli-responsive polymer capsules with gated pores and tunable shell thickness and composite. , 2011, Angewandte Chemie.

[10]  K. Ariga,et al.  Thin-film-based nanoarchitectures for soft matter: controlled assemblies into two-dimensional worlds. , 2011, Small.

[11]  F. Kang,et al.  Integrating porphyrin nanoparticles into a 2D graphene matrix for free-standing nanohybrid films with enhanced visible-light photocatalytic activity. , 2014, Nanoscale.

[12]  Ping Liu,et al.  Synthesis of Novel Porphyrin Derivatives with Mesogenic Properties , 2015 .

[13]  M. Garnica,et al.  Fusing tetrapyrroles to graphene edges by surface-assisted covalent coupling. , 2017, Nature chemistry.

[14]  J. Barth,et al.  Porphyrins at interfaces. , 2015, Nature chemistry.

[15]  M. Jaroniec,et al.  Graphene-based semiconductor photocatalysts. , 2012, Chemical Society Reviews.

[16]  Craig J. Medforth,et al.  Self-assembled porphyrin nanostructures. , 2009, Chemical communications.

[17]  C. M. Drain,et al.  Preparation and characterization of porphyrin nanoparticles. , 2002, Journal of the American Chemical Society.

[18]  X. Fang,et al.  Synthesis and Development of Graphene-Inorganic Semiconductor Nanocomposites. , 2015, Chemical reviews.

[19]  J. Barber Photosynthetic energy conversion: natural and artificial. , 2009, Chemical Society reviews.

[20]  Sungho Kim,et al.  Tunable functionalization of graphene nanosheets for graphene-organic hybrid photodetectors , 2016, Nanotechnology.

[21]  Qilu Zhang,et al.  Facile synthesis of well-dispersed graphene by γ-ray induced reduction of graphene oxide , 2012 .

[22]  Li Jiang,et al.  Three-dimensional self-organization of supramolecular self-assembled porphyrin hollow hexagonal nanoprisms. , 2005, Journal of the American Chemical Society.

[23]  S. Mann,et al.  Template-directed synthesis of silica-coated J-aggregate nanotapes. , 2005, Chemical communications.

[24]  S. Feng,et al.  Photocatalytic Degradation of Acid Chrome Blue K with Porphyrin-Sensitized TiO2 under Visible Light , 2008 .

[25]  Yueming Li,et al.  P25-graphene composite as a high performance photocatalyst. , 2010, ACS nano.

[26]  J. Hupp,et al.  Porphyrin-containing molecular squares: Design and applications , 2006 .

[27]  Takayoshi Kobayashi,et al.  Dynamic Intensity Borrowing in Porphyrin J-Aggregates Revealed by Sub-5-fs Spectroscopy , 2000 .

[28]  A. Patra,et al.  Surfactant-assisted porphyrin based hierarchical nano/micro assemblies and their efficient photocatalytic behavior. , 2014, ACS applied materials & interfaces.

[29]  L. Qi,et al.  Surfactant-assisted, shape-controlled synthesis of gold nanocrystals. , 2011, Nanoscale.

[30]  W. Daoud,et al.  Self-cleaning cotton by porphyrin-sensitized visible-light photocatalysis , 2012 .

[31]  Ivana Radivojevic,et al.  Self-organized porphyrinic materials. , 2009, Chemical reviews.

[32]  E. Kymakis,et al.  Efficient ternary organic photovoltaics incorporating a graphene-based porphyrin molecule as a universal electron cascade material. , 2015, Nanoscale.

[33]  H. Murata,et al.  Sonication-assisted supramolecular nanorods of meso-diaryl-substituted porphyrins. , 2008, Chemical communications.

[34]  Gonghu Li,et al.  Energy conversion in natural and artificial photosynthesis. , 2010, Chemistry & biology.

[35]  J. Shao,et al.  Covalent functionalization of reduced graphene oxide with porphyrin by means of diazonium chemistry for nonlinear optical performance , 2016, Scientific Reports.

[36]  Wanhong Ma,et al.  Morphology-dependent supramolecular photocatalytic performance of porphyrin nanoassemblies: from molecule to artificial supramolecular nanoantenna , 2012 .

[37]  E. W. Meijer,et al.  About Supramolecular Assemblies of π-Conjugated Systems , 2005 .

[38]  F. Würthner,et al.  J-aggregates: from serendipitous discovery to supramolecular engineering of functional dye materials. , 2011, Angewandte Chemie.

[39]  J. Shelnutt,et al.  Porphyrin nanotubes by ionic self-assembly. , 2004, Journal of the American Chemical Society.

[40]  Jean-Marie Lehn,et al.  Toward Self-Organization and Complex Matter , 2002, Science.

[41]  Duong Duc La,et al.  Nanostructured charge transfer complex of CuTCNQF4 for efficient photo-removal of hexavalent chromium , 2016 .

[42]  L. Jones,et al.  Arginine-induced porphyrin-based self-assembled nanostructures for photocatalytic applications under simulated sunlight irradiation , 2017, Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology.

[43]  S. Nguyen,et al.  Amphiphilic Porphyrin Nanocrystals: Morphology Tuning and Hierarchical Assembly , 2008 .

[44]  F. Kang,et al.  Porphyrin-Based Nanostructures for Photocatalytic Applications , 2016, Nanomaterials.

[45]  Zhiqun Lin,et al.  Graphene-based materials with tailored nanostructures for energy conversion and storage , 2016 .

[46]  S. Nguyen,et al.  Growth of narrowly dispersed porphyrin nanowires and their hierarchical assembly into macroscopic columns. , 2008, Journal of the American Chemical Society.

[47]  R. Nolte,et al.  Molecular Materials by Self‐Assembly of Porphyrins, Phthalocyanines, and Perylenes , 2006 .

[48]  Liberato Manna,et al.  Synthesis, properties and perspectives of hybrid nanocrystal structures. , 2006, Chemical Society reviews.

[49]  Jianzhuang Jiang,et al.  Morphology-controlled self-assembled nanostructures of 5,15-di[4-(5-acetylsulfanylpentyloxy)phenyl]porphyrin derivatives. Effect of metal-ligand coordination bonding on tuning the intermolecular interaction. , 2008, Journal of the American Chemical Society.

[50]  A. Rananaware,et al.  Well–dispersed assembled porphyrin nanorods on graphene for the enhanced photocatalytic performance , 2016 .

[51]  Yong Huang,et al.  Multiple-bilayered RGO–porphyrin films: from preparation to application in photoelectrochemical cells , 2012 .

[52]  Takayoshi Kobayashi,et al.  Time-resolved fluorescence and absorption spectroscopies of porphyrin J-aggregates , 2002 .

[53]  L. Jones,et al.  Fabrication of a Graphene@TiO2@Porphyrin hybrid material and its photocatalytic properties under simulated sunlight irradiation , 2017 .